title: Role of Amphiphilicity in the Design of Synthetic Mimics of Antimicrobial Peptides with Gram-negative Activity.
abstract: Two new series of aryl SMAMPs (synthetic mimics of antimicrobial peptides) with facially amphiphilic (FA) and disrupted amphiphilic (DA) topologies were designed and synthesized to directly assess the role of amphiphilicity on their antimicrobial activity against gram-positive and gram-negative bacteria in closely related structures. The FA SMAMPs displayed broad spectrum antimicrobial activity against both gram-positiveS. aureusand gram-negativeE. coli, whereas the DA SMAMPs, which contained a polar amide bond in between the hydrophobic moieties, only exhibited activity towardsS. aureuswith increasing hydrophobicity. The integy moment (IW) was used to quantify the amphiphilicity of the SMAMPs and confirmed that it is critical for the design of SMAMPs with gram-negative activity.
authors.affiliation: Department of Polymer Science & Engineering, University of Massachusetts, Amherst, MA 01003.
authors.forename: Hitesh D
authors.initials: HD
authors.lastname: Thaker
authors.forename: Alper
authors.initials: A
authors.lastname: Cankaya
authors.forename: Richard W
authors.initials: RW
authors.lastname: Scott
authors.forename: Gregory N
authors.initials: GN
authors.lastname: Tew
keywords: Amphiphilicity; Antimicrobial Peptides (AMPs); Disrupted Amphiphilic; Facially Amphiphilic; Gram-negative; Gram-positive; Hydrophobicity; Integy Moment (IW); Suzuki Coupling; Synthetic Mimics of Antimicrobial Peptides (SMAMPs); VolSurf Software